CA2196194C - Purification methods of pentafluoroethane - Google Patents
Purification methods of pentafluoroethane Download PDFInfo
- Publication number
- CA2196194C CA2196194C CA002196194A CA2196194A CA2196194C CA 2196194 C CA2196194 C CA 2196194C CA 002196194 A CA002196194 A CA 002196194A CA 2196194 A CA2196194 A CA 2196194A CA 2196194 C CA2196194 C CA 2196194C
- Authority
- CA
- Canada
- Prior art keywords
- mixture
- hydrogen
- cfc
- hfc
- unpurified
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 238000000034 method Methods 0.000 title claims abstract description 87
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 title claims abstract description 87
- 238000000746 purification Methods 0.000 title claims abstract description 31
- RFCAUADVODFSLZ-UHFFFAOYSA-N 1-Chloro-1,1,2,2,2-pentafluoroethane Chemical compound FC(F)(F)C(F)(F)Cl RFCAUADVODFSLZ-UHFFFAOYSA-N 0.000 claims abstract description 107
- 235000019406 chloropentafluoroethane Nutrition 0.000 claims abstract description 106
- 239000000203 mixture Substances 0.000 claims abstract description 81
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 54
- 239000001257 hydrogen Substances 0.000 claims abstract description 50
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 50
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 44
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 44
- 238000006243 chemical reaction Methods 0.000 claims abstract description 40
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000003054 catalyst Substances 0.000 claims abstract description 34
- 239000007789 gas Substances 0.000 claims abstract description 30
- 239000011541 reaction mixture Substances 0.000 claims abstract description 22
- 239000004340 Chloropentafluoroethane Substances 0.000 claims abstract description 21
- 238000000926 separation method Methods 0.000 claims description 10
- 239000012528 membrane Substances 0.000 claims description 9
- 229910052703 rhodium Inorganic materials 0.000 claims description 9
- 239000010948 rhodium Substances 0.000 claims description 9
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 9
- 238000001179 sorption measurement Methods 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
- 238000004064 recycling Methods 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 abstract description 16
- 230000009257 reactivity Effects 0.000 abstract description 9
- 230000000694 effects Effects 0.000 abstract description 6
- 230000003247 decreasing effect Effects 0.000 abstract description 2
- 238000006722 reduction reaction Methods 0.000 description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 229910001220 stainless steel Inorganic materials 0.000 description 7
- 239000010935 stainless steel Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 2
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/395—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification of at least one compound
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19801994A JP3491702B2 (ja) | 1994-07-29 | 1994-07-29 | ペンタフルオロエタンの精製方法 |
| JP198019/1994 | 1994-07-29 | ||
| PCT/JP1995/001488 WO1996004226A1 (fr) | 1994-07-29 | 1995-07-25 | Procede de purification du pentafluoroethane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2196194A1 CA2196194A1 (en) | 1996-02-15 |
| CA2196194C true CA2196194C (en) | 2000-04-04 |
Family
ID=16384173
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002196194A Expired - Fee Related CA2196194C (en) | 1994-07-29 | 1995-07-25 | Purification methods of pentafluoroethane |
Country Status (12)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2752836B1 (fr) * | 1996-08-30 | 1998-10-30 | Atochem Elf Sa | Purification du pentafluoroethane |
| JP2002255869A (ja) * | 2001-02-26 | 2002-09-11 | Nippon Light Metal Co Ltd | 塩素置換炭化水素化合物の製造方法 |
| US11274069B2 (en) | 2020-08-13 | 2022-03-15 | L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Mono-substituted cyclopentadienes and metal cyclopentadienyl complexes and synthesis methods thereof |
| US12083493B2 (en) | 2021-03-04 | 2024-09-10 | American Air Liquide, Inc. | Selective adsorption of halocarbon impurities containing cl, br and i in fluorocarbons or hydrofluorocarbons using adsorbent supported metal oxide |
| FR3131305B1 (fr) * | 2021-12-23 | 2024-11-01 | Arkema France | Procédé de production et de purification du trifluoroéthylène |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1578933A (en) * | 1977-05-24 | 1980-11-12 | Ici Ltd | Manufacture of halogenated hydrocarbons |
| SU642285A1 (ru) * | 1977-08-25 | 1979-01-15 | Предприятие П/Я А-7924 | Способ получени 1,1,1-трифтор2-хлорпропана и 1,1,1-трифтор-3хлорпропана |
| JP2814606B2 (ja) * | 1989-09-12 | 1998-10-27 | 旭硝子株式会社 | ペンタフルオロエタンを製造する方法 |
| AU641704B2 (en) * | 1989-10-10 | 1993-09-30 | E.I. Du Pont De Nemours And Company | Halocarbon hydrogenolysis |
| JPH0426636A (ja) * | 1990-05-22 | 1992-01-29 | Asahi Glass Co Ltd | ハロゲン化炭素の還元方法 |
| FR2674521B1 (fr) * | 1991-03-27 | 1994-05-06 | Atochem | Preparation du pentafluoroethane par hydrogenolyse du chloropentafluoroethane. |
| WO1994002439A1 (en) | 1992-07-22 | 1994-02-03 | Imperial Chemical Industries Plc | Purification of pentafluoroethane |
-
1994
- 1994-07-29 JP JP19801994A patent/JP3491702B2/ja not_active Expired - Fee Related
-
1995
- 1995-07-25 US US08/776,194 patent/US5852223A/en not_active Expired - Fee Related
- 1995-07-25 EP EP95926503A patent/EP0773207B1/en not_active Expired - Lifetime
- 1995-07-25 BR BRPI9508448-7A patent/BR9508448B1/pt not_active IP Right Cessation
- 1995-07-25 DE DE69517182T patent/DE69517182T2/de not_active Expired - Fee Related
- 1995-07-25 CN CN95194357A patent/CN1059660C/zh not_active Expired - Fee Related
- 1995-07-25 AU AU30863/95A patent/AU679388B2/en not_active Ceased
- 1995-07-25 KR KR1019970700604A patent/KR100232038B1/ko not_active Expired - Fee Related
- 1995-07-25 RU RU97103332A patent/RU2131407C1/ru not_active IP Right Cessation
- 1995-07-25 AT AT95926503T patent/ATE193279T1/de active
- 1995-07-25 CA CA002196194A patent/CA2196194C/en not_active Expired - Fee Related
- 1995-07-25 WO PCT/JP1995/001488 patent/WO1996004226A1/ja active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| AU679388B2 (en) | 1997-06-26 |
| DE69517182D1 (de) | 2000-06-29 |
| BR9508448A (pt) | 1997-10-28 |
| JPH0840949A (ja) | 1996-02-13 |
| ATE193279T1 (de) | 2000-06-15 |
| KR100232038B1 (ko) | 1999-12-01 |
| CA2196194A1 (en) | 1996-02-15 |
| BR9508448B1 (pt) | 2011-02-22 |
| US5852223A (en) | 1998-12-22 |
| CN1059660C (zh) | 2000-12-20 |
| WO1996004226A1 (fr) | 1996-02-15 |
| CN1154099A (zh) | 1997-07-09 |
| JP3491702B2 (ja) | 2004-01-26 |
| EP0773207A1 (en) | 1997-05-14 |
| AU3086395A (en) | 1996-03-04 |
| EP0773207A4 (enrdf_load_stackoverflow) | 1997-06-18 |
| KR970704652A (ko) | 1997-09-06 |
| DE69517182T2 (de) | 2001-01-25 |
| RU2131407C1 (ru) | 1999-06-10 |
| EP0773207B1 (en) | 2000-05-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |